Baillie started his career with Croydon before signing for West Ham in 1925.[1] He remained with West Ham for six seasons but made only 17 appearances[2] in all competitions and was mainly used as an understudy to first choice keeper, Ted Hufton. He moved to Chester in 1929 under the managership of Charlie Hewitt and, at the end of his footballing career, returned to Upton Park where he took up the post of assistant groundsman.[3]